Pine Island Vacations from ￥195,194

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The Latest Pine Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
Save 100% on your flight
per person
Oct 23 - Oct 28
found 23 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.6/10 Exceptional! (8 reviews)
The place and amenities were really nice. The only bad thing was the bathroom got nasty really quick so for me the shared bathrooms won’t work. But they do have private bathroom rooms. Other than the dirty bathrooms not getting cleaned enough everything was great, location and space.

Reviewed on Jun 25, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.8/10 Exceptional! (1,259 reviews)
The hotel and staff are perfect! The property is set near all the dining you can imagine and the train is just a walk away! This is our new favorite place to stay. I will not stay anywhere else when I visit NYC.

Reviewed on Aug 2, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Sep 18 - Sep 21
found 20 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (2,273 reviews)
Staff was super helpful, i enjoyed the walkable distance to many different things.

Reviewed on Jul 31, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 5 - Oct 10
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Exceedingly above my expectations

Reviewed on Jul 31, 2025

Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 8 - Sep 15
found 4 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
7/10 Good! (2,245 reviews)
The location is ideal for how I like to stay in New York. The overall rating is low because the doorman stayed on his phone, I had to get and use the luggage rack myself while the bellboy helped the desk clerk (Justin) who had to be prompted for information on parking, early check out, etc. He needs a review course in hospitality.

Reviewed on Aug 3, 2025

Find the Best Pine Island Vacation Packages

Pine Island Hotel Deals

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is ￥14,271 per night from Aug 24 to Aug 25
￥14,271
￥16,857 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
Rssb
"The staff was super friendly and the place was nice and clean. Comfortable bed and updated bathroom."

Reviewed on Jul 30, 2025

Sleep Inn & Suites Middletown - Goshen
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr, Central Valley, NY
Fully refundableReserve now, pay when you stay
The price is ￥18,668 per night from Sep 1 to Sep 2
￥18,668
￥22,986 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Customer service was terrible, not understanding and friendly at all. Other than that hotel was ok but will not stay again due to lack of customer service where people just don't know how to speak to their guest."

Reviewed on Jul 30, 2025

Hampton Inn Harriman Woodbury
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209, Matamoras, PA
Fully refundableReserve now, pay when you stay
The price is ￥15,912 per night from Aug 10 to Aug 11
￥15,912
￥17,345 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"GREAT DINNING ON SITE"

Reviewed on Jul 30, 2025

Best Western Hunt's Landing Hotel Matamoras/Milford
See all 613 properties in Pine Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Pine Island vacation package cost?
You can grab a vacation package to this top destination from ￥195,194 on Expedia. But how much your vacation to Pine Island costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Pine Island?
January, February and March are the best times to search for cheap Pine Island vacation packages. Opting to travel in less busy months means you can typically find lower prices on flights and accommodations.
How many days is enough for Pine Island?
The ideal length for your Pine Island vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to check out all the leading sights and discover some hidden treasures along the way.
How to find the best Pine Island package deals?
Finding a cheap Pine Island package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most economical Pine Island package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Pine Island vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights separately. Better still, you can personalize your Pine Island escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Pine Island?
If you're planning a spur-of-the-moment Pine Island adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Pine Island?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Pine Island.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Pine Island.
  3. Determine how many days away: Start by compiling a list of the activities and sights you'd like to get to in Pine Island. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, book the right Pine Island vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.